Method of preparing coumaron-indene resins



Patented Mar. 19, 1929.

UNITED STATES OF CORAOPOLIS,

RALPH L. EMERY,

or NEVILLE ISLAND,

can coivira w, SYLVANIA.

mutation or No Drawing. Application filed much a,

This invention relates to the derivation of a resin fromcoal tar distillates. Specifically, I have employed it in deriving resin from crude solvent naphtha'No. 2.

It is known that the components of these distillates from which resin may by polymerization be derived are coumaron and indene. Polymerization may be effected by addingto the distillate a suitable agent, ordinarily sulphuric acid. Other suitable agents are anhydrous stannic tetrachloride and anhydrous phosporic acid. As the result of polymerization, as the operation hitherto ordinarily has been conducted, a syrupy product has been obtained, .Thissyrupy product contains, in a solution of other oils, the

v olymerized coumaron and indene {UK other incidentally formed products of reaction, and. these other and incidenta lly formed products of reaction are undesired and have to be eliminated. Various more or less elaborate, more or less costly, and

more or less time-consuming procedures are taken to efiect their removal. Even so, re-

moval, accomplished with difficulty, is at best incompletely accomplished.

In this procedure as hitherto carried on,

the coal tar distillate with 'which'the operaper cent, more or less. I have discovered that by taking a coaltar distillate of which the coumaron content or the indene contentor the content of coumaron and indene taken together, amounts to as much as 80 per cent and then polymerizing, the incidentally formed and undesired compoundsl do not as otherwise is the case, go into so ution, but because of the insufliciency' of the unpolymerized oil, remain as solids in suspension.

My. further discovery is that havingpoly- I merized, it is possible by proper selection 0 a diluent to dilute the polymerized material h it the unpolymerized oil still remainin associated with it, without dissolving the solid material insuspension, an to dilute it to such a degree that such solid material in-sus'pension' may be gravitated out. 'I-then may decant the liquid, purify it, and

remove from it the resin in substantially" pure condition entirely free of the undesired incidentally formed products of reaction, and suitable for commercial uses.

Proceeding as I have indicated, .1 take rnnnsiznvanrm,

. rmms nvanm,

-vacuum, heavy oils by 1 have left as residue in the still the desired pared distillate with the cidental precipitates,

'from it.

ti In testl ASSIG'NOIR- '10 IIEVILLE CHEMI- A CORPORATION OF PENN- IPBEPABING COUMABON-IN DENE RESINS.

1928. Serial No. 259,004. crude solvent naphtha No. .2, having a cou- .55 maron or indene 'or, coumaron and indene component of at least 80 per cent of the whole, and polymerize it with sulphuric acid. The initial product'is a very viscous oil, alnost a solid. This heavy and viscous produc I dilute ,with petroleum benzine, and so obtain a liquid from which the undesired substances present in 'sus ension separate themselves by gravity. aving decanted from the precipitate the liquid which contains the polymerized substances, I wash from the liquid all trace of acid with water. I then distill under a high. and additionally I may remove means of live steam, and so I resins, free both of the undesiredproducts of polymerization and free, also of the undesired unpolymerized oil with which the resin has up to that point been associated. This residue'I draw off andcool and flake, so bringing it into condition for purposes of commerce. The material is used largely-in the manufacture of varnishes, lacquers, and for other ends.

I claim as my invention: 1. The method'herein described of deri'ving resin from coal tar distillate which consists-in preparing a distillate in which the content of coumaron or of indene or of coumaron and indene amounts to as much as of the whole,polymerizii1g the re-,

'product1on'o' indiluting the polymerzed mass with petroleum benzine in which such precipitates are insoluble, removing. such precipitates, and separating the dissolved resin. 1'

2. The method of claim liquid beingpetroleum benzine.

3. The method of claim 1, in'which the liquid aijterbeing freed of. the precipitate is washed before the resin is separated v 4. The method of claim 1, the ultimate separation of the resin being eliect edby dis-- tillation from it of the'solvent oil.

5. The method of claim l, the'ulti'mate s'e aration ofthe'resin being effected by disation together with penetration by steam.

'mony whereo I have-hereunto set 1 the diluting I 

